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Has not trading with "evil" regimes done any good? 50 years later, Cuba still exists, and so does North Korea...

But the Apartheid regime in South Africa has collapsed, and so have (most) communist totalitarian regimes in Eastern Europe.

Was that because of trade sanctions, or because the regimes were (internally) unsustainable? (Honest question, I'm not old enough to know.)

The first US Sanctions against South Africa took into effect in 1986, 5 years later the Apartheid system was ended.